HU220794B1 - Oral hygienic composition containing dimethicone and its use - Google Patents

Description

The present invention relates to oral care compositions such as toothpastes, tooth powders, liquid tooth cleaners, mouthwashes, denture cleansers, chewing gum and lozenges. In particular, the present invention relates to oral care compositions wherein the enhanced anti-plaque effect is associated with superior cleaning, physical properties and applicability.

Plaque formation begins when a bacterial membrane adheres to a tooth-like film on the tooth surface. The adhering bacterium breaks down food ingredients, reproduces and aggregates to form a stubborn deposit known as plaque. Plaque usually consists of bacteria, bacterial end products such as polysaccharides, inorganic salts and saliva proteins. Plaque bacteria ferment carbohydrates from food into organic acids which, by removing the mineral content of tooth enamel, lead to tooth decay.

Tartar is plaque mineralized with calcium phosphate salts. As the plaque matures and hardens, the staining of food colorings results in significant staining. Not only does tartar produce an unpleasant appearance, it can also be a source of gingivitis and gum disease when it is deposited along the gum. Research shows that plaque is not only a source of hygiene and health problems, but also a primary source of mouth odor because it retains and destroys dead cells that are constantly formed in a normal healthy mouth.

Modem dental hygiene and dentifrice compositions typically include anti-plaque and / or anti-tar, as well as antimicrobial and flavoring agents. The antimicrobial action can prevent plaque formation by reducing the number of bacteria that build up in the mouth / denture or by killing bacteria in the film, thus preventing their further growth and metabolism.

Flavoring agents may reduce the odor by deodorizing. Some antimicrobial agents, such as menthol, may act as respiratory deodorants. However, the efficacy of the antimicrobial agents largely depends on the length of time they remain in the mouth / denture, in particular the plaque-forming surface of the tooth or denture.

A typical disadvantage of the known dentifrice formulations is that the time available for tooth cleaning or mouth rinsing is relatively short to exert the effect of the antimicrobial agent. The problem is compounded by the fact that dental care products are rarely used by most people once or at most twice a day. The time between tooth brushing usually creates optimum conditions for plaque formation.

For this reason, it is desirable to develop an oral care composition that provides a long-term antimicrobial and / or deodorant effect.

Dental care compositions are known to be associated with silicones that are said to coat the tooth and prevent puncture and staining. For example, GB-A-689 679 discloses an organopolysiloxane-containing mouthwash for preventing or removing adherence to tar, dirt, tartar and food particles. Mouthwashes may also contain disinfectants such as thymol as well as flavoring and perfuming agents.

U.S. Patent No. 2,806,814 discloses dentifrice compositions comprising a longer chain aliphatic acylamide active ingredient derived from an aminocarboxylic acid and a silicone compound. The silicone compound is used to prevent or facilitate removal of tars, stains, tartar and similar impurities on the tooth. It is claimed that the silicone compound synergistically enhances the antimicrobial and antacid activity of the active ingredient. Particularly preferred are dimethylpolysiloxane compounds. The composition may also contain flavoring oils and / or menthol.

U.S. Pat. No. 3,624,120 discloses cyclic siloxane polymer quaternary ammonium salts useful as cationic surfactants, bactericides, and anticancer agents.

U.S. Patent No. 5,078,988 discloses an oral care composition comprising aminoalkyl silicone together with customary additives. According to the description (column 2, lines 9-26 and especially lines 31-35), there is a significant difference between the silicone compounds in their ability to adhere to the teeth and in oral care compositions.

The object of the present invention is therefore to provide oral care compositions which exhibit superior cleaning, physical and utility properties with improved anti-plaque, anti-mucus and anti-bacterial deposition.

It is also an object of the present invention to provide oral compositions containing a lipophilic compound, such as a flavoring agent, a physiological refrigerant or an antimicrobial agent, and significantly improving their action on the tooth or denture compared to the prior art.

The present invention relates to an oral care composition, such as toothpaste, toothpaste, liquid dentifrice, mouthwash, dentifrice, chewing gum and candy, which comprises an abrasive, a binder, a wetting agent, a fluoride ion source, an anti-tartar agent, a surfactant, a sweetener. An alkyl and alkoxydimethicone copolyol of the formula I in which:

X is hydrogen, C 1 -C 16 alkyl, alkoxy, and acyl;

Y is C 8 -C 22 alkyl and alkoxy; n is from 0 to 200; m is 1 to 40; q is from 1 to 100;

the molecular weight of the group - (C ₂ H ₄ O-) _x (C ₃ H ₆ O-) _y X is 50-2000, preferably 250-1000; and x and y are such that the weight ratio of the oxyethylene / oxypropylene groups is (100: 0) to (0: 100), preferably (100: 0) to (20:80).

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These compounds are used in EP-A-0 612 517 to stabilize water-in-oil emulsions used as skin care compositions.

The present invention further relates to an oral care composition, such as toothpaste, toothpaste, liquid tooth cleanser, mouthwash, denture cleanser, chewing gum and sugar containing a lipophilic compound such as a flavoring agent, a physiological refrigerant and an antimicrobial compound. and alkoxydimethicone copolyol.

The percentages described herein are by weight of the total composition unless otherwise stated.

The formulations of the present invention comprise a dimethicone copolyol anti-plaque agent as hereinbefore described, and preferred embodiments further include a lipophilic compound and / or one or more of the components commonly used in oral formulations which may be abrasive, binder, wetting agent, fluoride ion source, antifungal agent. agent, surfactant and sweetener. These materials are described below.

The dimethicone copolyol is essentially an alkyl- and alkoxy-dimethicone copolyol of the formula I in which: X is hydrogen, (C 1 -C 16) -alkyl, alkoxy and acyl;

Y is C 8 -C 22 alkyl and alkoxy; n is from 0 to 200; m is 1-40; q is from 1 to 100;

the molecular weight of the group - (C ₂ H ₄ O-) _x (C ₃ H ₆ O-) _y X is 50-2000, preferably 250-1000; and x and y are such that the weight ratio of the oxyethylene / oxypropylene groups is (100: 0) to (0: 100), preferably (100: 0) to (20:80).

In a preferred embodiment of the invention, the dimethicone copolyol may be a C 12 -C 20 alkyldimethicone copolyol and mixtures thereof. Very preferred is cetyl dimethicone copolyol under the trade name Name Abil EM90. The amount of dimethicone copolyol is generally 0.01 to 25% by weight, preferably 0.1 to 5% by weight, and more preferably 0.5 to 1.5% by weight.

Preferably, the compositions of the invention also comprise a lipophilic compound. Lipophilic compounds useful in the compositions of the present invention are, in general, oily substances which are soluble or soluble in dimethicone copolyol at 25 ° C, preferably at least 1% by weight, more preferably at least 5% by weight. Preferred lipophilic materials are flavoring agents, physiological refrigerants and antimicrobial agents. Dimethicone copolyol improves adherence of the lipophilic compound to the tooth / denture, thereby providing improved and / or sustained taste and antimicrobial activity.

Lipophilic flavoring agents for use in the compositions of the present invention include one or more flavoring agents which may be gaulter oil, oreganol oil, bay leaf oil, peppermint oil, clove oil, cayenne oil, sassara oil, lemongrass oil, orange oil, aniseed oil, aniseed oil, , Lavender oil, mustard oil, fir oil, pine needle oil, rosemary oil, thyme oil, cinnamon leaf oil and mixtures thereof.

Suitable lipophilic antibacterial compounds include thymol, menthol, triclosan, 4-hexyl-resorcinol, phenol, eucalyptol, benzoic acid, benzoyl peroxide, butyl paraben, methyl paraben, propyl paraben, salicyl amides and mixtures thereof.

Carboxamides, menthane esters and menthane ethers, as well as mixtures thereof, may be used as a physiological refrigerant component of the compositions of the present invention.

Mentan esters suitable for use in the compositions of the present invention include those compounds of the general formula wherein:

_R5 is an optionally hydroxy substituted, up to 25 carbon atoms, preferably 5 carbon atoms; and

X is hydrogen or hydroxy.

An example of such a material is Takasago, a commercial product manufactured by Takasago International Corporation. A particularly preferred such material for use in the compositions of the present invention is Takasago 10- [3-menthoxypropane-1,2-diol (MDP)]. MDP is a monoglycerin derivative of 1-menthol and is an excellent cooling agent.

The most preferred of the carboxamides is

Such materials are described in US-A-4,136,163 and US-A-4,230,688.

The amount of lipophilic compound used in the compositions of the invention is generally 0.01 to 10% by weight, preferably 0.05 to 5% by weight, and more preferably 0.1 to 3% by weight of the composition.

The compositions may be, for example, toothpastes, dentifrice lotions and creams. These compositions will generally also contain a binder or thickener. Suitable binders include carboxyvinyl polymers, agar, hydroxyethyl cellulose and water soluble cellulose ester salts such as sodium carboxymethyl cellulose and sodium carboxymethyl (hydroxyethyl). cellulose. Natural gums such as karayagum, xanthan, arabic or tragacanth are suitable. The thickening agent may further comprise colloidal magnesium silicate or fine particulate silica for further texture improvement. The amount of binder / thickener is 0.1-0.5% by weight, preferably 0.1-1% by weight, based on the total weight of the composition.

The toothpaste is desirably accompanied by a wetting agent to prevent hardening of the composition by the action of air. Certain wetting agents also provide the desired sweet taste of toothpastes. Liquid oral care products and mouthwashes may also contain certain amounts of a wetting agent. These include glycerol, sorbitol, xylitol, polyethylene glycols, other edible polyhydric alcohols, and mixtures thereof. The amount of polyhydric alcohols, if present, is from 10% to 70% by weight of the composition of the invention.

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Toothpastes, oral or dental cleansers in liquid or paste form, generally contain a polishing abrasive. A polishing abrasive can be any material that does not excessively scratch the teeth or denture acrylic material. Such materials include, for example, silicas such as xerogels, hydrogels, aerogels and precipitates such as calcium and magnesium carbonates, calcium ortho, pyro, meta and polyphosphates such as dicalcium orthophosphate dihydrate, calcium pyrophosphate, calcium polymetaphosphate, insoluble sodium polymetaphosphate, alumina and hydrates thereof, e.g., alpha aluminum trihydrate, aluminosilicates, e.g. urea and formaldehyde condensates, poly (methyl methacrylate), polyethylene powder as disclosed in US-A-3 070 510. Mixtures thereof may also be used. The particle size of the polishing abrasives is generally from 0.1 to 30 µm, preferably from 5 to 15 µm.

The various types of silica sanding materials exhibit exceptionally good cleaning and polishing properties without unnecessarily damaging tooth enamel or dentin. The silica abrasive may be precipitated silica or silica gel as described in US-A-3 538 230 and US-A-3 862 307. For example, silica xerogel is manufactured under the tradename "Syloid" by W. R. Grace & Company, Davison Chemical Division. Suitable precipitated silica materials are, for example, the "Zeodent" trade name of J.M. Huber Corporation, such as "Zeodent 119". These silicon oxide abrasives are described in US-A-4,440,583.

Calcium carbonate abrasives are very useful in the compositions of the present invention for good cleaning performance and excellent compatibility with anti-plaque agents.

The amount of abrasive is generally 10-70% by weight, preferably 5-25% by weight, based on the weight of the dentifrice compositions.

The compositions of the invention also contain surfactants. Suitable surfactants are those which are sufficiently stable and foamy over a wide pH range. Examples of such materials are nonionic, cationic, double ionic and amphoteric organic synthetic detergents. Many of these materials are disclosed in US-A-4,051,234.

Suitable surfactants include: alkyl sulfates; ethylene oxide with fatty acids, fatty alcohols, fatty amides, poly (hydroxyalcohols) such as sorbitan monostearate, sorbitan oleate, alkyl phenols such as Tergitol, polypropylene oxide and polyoxybutylene, condensation derivatives thereof with, for example, Pluronics; amine oxides such as dimethyl coconut amine oxide, dimethyl laurylamine oxide and coconut alkyl dimethylamine oxide (Aromox); polysorbates such as Tween 40 and Tween 80 (Hercules); sorbitan stearates, sorbitan monooleate; sarcosinates such as sodium cocoyl sarcosinate, sodium lauryl sarcosinate (Hamposyl-95, W.R. Grace); cationic surfactants such as cetylpyridinium chloride, (cetyltrimethylammonium) bromide, diisobutylphenoxyethoxyethyldimethylbenzylammonium chloride and coconut alkyltrimethylammonium nitrate.

A soluble fluoride ion source may also be associated with the composition of the invention. The soluble fluoride ion source is combined in an amount such that the fluoride ion is present in an amount of 50-3500 ppm by weight. Preferred fluorides are sodium fluoride, lead fluoride, indium fluoride, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride and sodium monofluorophosphate. Such salts are disclosed in US-A-2 946 735 and US-A-3,678,154.

The compositions of the invention may also be combined with an anti-tartar agent. Suitable materials include di- and tetra-alkali metal pyrophosphates as disclosed in EP-A-097 476. Examples of such specific salts include tetraalkali metal pyrophosphate, dialkali metal dihydrogen pyrophosphate, trialkali metal monohydrogen pyrophosphate, and mixtures thereof, wherein the alkali metal is sodium or potassium. These salts can be used in both hydrated and dehydrated forms. The amount of pyrophosphate salts associated with the compositions may be any effective amount, usually in an amount of at least 1.0% by weight, preferably 1.5 to 10% by weight, and more preferably 3 to 6% by weight, of P2O7 ^-4 . For a more detailed description of pyrophosphate salts see Kirk & Othmer, Encyclopedia of Chemical Technology, Second Edition, Volume 15, Interscience Publishers (1968).

Other useful antimicrobial agents include zinc salts. Such salts are disclosed in U.S. Patent Nos. A4,100,269, US-A-4,416,867, US-A-4,425,325 and US-A-4,339,432. Of these, zinc citrate is preferred. These are added to the composition in an amount such that the concentration of zinc ions is 0.01 to 4% by weight, preferably 0.05 to 1% by weight.

Other useful antifungal agents include synthetic anionic polymers (including polyacrylates and copolymers of maleic anhydride or acid and methyl vinyl ether, such as Gantrez), as described in U.S. Pat. No. 4,627,977. propanesulfonic acid, polyphosphates such as tripolyphosphate, hexametaphosphate, diphosphonates such as EHDP, AHP, polypeptides such as polyaspartic acid and polyglutamic acid, and mixtures thereof.

Suitable sweeteners for use in the compositions of the invention include aspartame, acesulfame, saccharin, dextrose, levulose, and sodium cyclamate. These agents are generally employed in an amount of 0.005 to 2% by weight of the composition.

Components that may be optionally associated with the compositions of the present invention include the following

Substances: water soluble antimicrobial agents such as chlorhexidine digluconate, quaternary ammonium antimicrobial compounds, and water soluble sources of certain metal ions such as zinc, copper, silver and tin ions such as zinc, copper, and tin. chloride and silver nitrate; dyes such as titanium dioxide; oral dyes and dyes such as FD&C Blue 1, FD&C Yellow 10, FD&C Red 40; antioxidants, vitamins such as vitamins C and E, other anti-plaque agents such as tin salts, copper salts, strontium salts and magnesium salts; pH adjusting agents, anti-caries agents such as urea, calcium glycerophosphate, sodium trimetaphosphate, plant extracts, sensitive tooth protecting agents such as potassium nitrate and potassium citrate, and mixtures thereof.

Typical mouthwashes are compositions containing a water / alcohol solution, a flavoring agent, a wetting agent, an antifoaming agent, and a colorant as described above. The ethanol content of the mouthwashes is 0-60% by weight, preferably 5-30% by weight.

The dentifrice cleansing agents of the present invention may further comprise one or more additional materials, such as bleaching agent, organic peroxyacid precursors, effervescent agent, and chelating agent.

The bleaching agent is an inorganic persal and may be any well-known bleaching agent for use in dentures, such as alkali metal and ammonium persulfate, perborate, percarbonate and perphosphate, and alkali metal and alkaline earth metal peroxide. Representative examples of these include potassium, ammonium, sodium and lithium persulfates and perborate mono- and tetrahydrates, sodium pyrophosphate peroxyhydrate and magnesium, calcium, strontium and zinc peroxides. Of these, alkali metal persulfates, perborates and mixtures thereof are preferred, and alkali metal perborates are very preferred. The tablet compositions according to the invention are characterized by excellent antimicrobial activity even in the absence of alkali metal persulfates.

The amount of bleaching agent is generally from 5 to 70% by weight, preferably from 10 to 50% by weight, based on the total weight of the composition. In compositions containing an alkali metal persulfate / perborate mixture, the weight ratio of the persulfate to perborate is suitably (5: 1 to 1: 5) and more preferably (2: 1 to 1: 2).

The dentifrice cleanser also contains an effervescent agent which, in the presence of water, produces carbon dioxide or oxygen during effervescence. Suitable effervescent agents for use in the compositions of the present invention may be active in acidic, neutral or alkaline pH media, but preferred are effervescent agents which contain a combination effective or most effective in an acidic or neutral medium and an alkaline medium.

The effervescent agents effective in an acidic or neutral medium contain at least one alkali metal carbonate or bicarbonate, for example sodium bicarbonate, sodium carbonate, sodium sesquicarbonate, potassium bicarbonate or a mixture thereof, and a non-organic, for example, tartaric acid, fumaric acid, citric acid, malic acid, maleic acid, gluconic acid, succinic acid, salicylic acid, adipic acid or sulfamic acid, sodium fumarate, acidic sodium or potassium phosphates, betaine hydrochloride or mixtures thereof. Of these, malic acid is preferred.

Effervescent effervescent agents in the alkaline medium contain peracids, such as alkali metal and alkaline earth metal peroxoborates, perborates, persulphates, percarbonates, perphosphates and mixtures thereof, as described above. An example of such a material is a mixture of an alkali metal perborate (anhydrous, mono- or tetrahydrate) and monopersulphate, such as Caroat (Dupont deNemours Co.). This material contains a 2: 1: 1 weight ratio of monopersulfate: potassium sulfate: potassium hydrogen sulfate and has an active oxygen content of 4.5% by weight.

In preferred dentifrice cleansers according to the invention in the form of tablets, the effervescent agent is a solid base material which, in the presence of water, produces carbon dioxide or oxygen during effervescence. The solid base material comprises a (hydrogen) carbonate / acid effervescent agent and, optionally, in combination with a perborate / persulfate oxygen effervescent agent. By combining the developers, the optimum solubility and pH conditions required for optimal cleaning and antimicrobial activity are achieved. The amount of (hydrogen) carbonate components is from 5 to 65% by weight, preferably 25 to 55% by weight, based on the total weight of the composition; and the amount of the acid component is 5 to 50% by weight, preferably 10 to 30% by weight, based on the total weight of the composition.

The compositions of the present invention may also be supplemented with other known components for the preparation of dentures. An especially preferred such component is, more broadly, an organic peroxyacid precursor having a titre of at least 1.5 mL of 0.1 N sodium thiosulfate in the peracid assay.

The test solution is prepared by dissolving the following in 1000 ml of water:

Sodium pyrophosphate (Na ₄ P ₂ O 7. 10H ₂ O) 2.5 g sodium perborate (NaBO ₂ .H ₂ O ₂ .3H ₂ O) with a liberated oxygen content of 10.4% by weight, 0.615 g of sodium dodecylbenzene sulphonate 0.5 g.

To this solution is added enough activator at 60 ° C so that each oxygen atom present is equivalent to one molecule of introduced activator.

After the addition of the activator, the resulting mixture was stirred vigorously and kept at 60 ° C. After 5 minutes, add 100 ml of the solution and pipette immediately into a mixture of 250 g of crushed ice and 15 ml of acetic acid. Then 0.4 g of potassium iodide was added and immediately titrated with 0.1 N sodium thiosulphate in the presence of a starch indicator until the first blue color disappeared. Sodium thiosulphate consumption (ml) is the titre of the bleach activator.

Organic peracid precursors are typically compounds that are one or two prone to hydrolysis

EN 220 794 contain acyl groups BI. Preferred activators are N-acyl or O-acyl compounds containing an R-CO acyl group in which R is a hydrocarbon or substituted hydrocarbon group preferably having from 1 to 20 carbon atoms. Suitable peracid precursors include the following:

1) Acyl organoamides of the general formula RCONR 1 R ₂ wherein RCO is a carboxylic acid acyl group, R ₁ is an acyl group and R ₂ is an organic group as described in U.S. Patent No. 3,117,148. Representative examples of such compounds are the following:

a) Ν, Ν-diacetylaniline and N-acetylphthalimide;

b) N-acylhydantoin, such as N, N'-diacetyl-5,5-dimethylhydantoin;

c) Polyacylated alkylene diamines such as Ν, Ν, Ν ', Ν'-tetraacetyl ethylenediamine (TAED) and the corresponding hexamethylenediamine (TAHD) derivatives as described in GB-A-907,356, GB-A- 907,357 and GB-A-907,358;

d) Acylated glycouryl derivatives such as tetraacetylglycouryl as disclosed in GB-A-1,246,338, GB-A-1,246,339 and GB-A-1,247,429;

2) Acylated sulfonamides, such as N-methyl-N-benzoylmethanesulfonamide and N-phenyl-N-acetylmethanesulfonamide as disclosed in GB-A-3,183,266;

3) Carboxylic acid esters as disclosed in GB-A-836.988, GB-A-963.135 and GB-A-1,147,871. Representative examples thereof are phenylacetate, sodium acetoxybenzenesulfonate, trichloroethyl acetate, sorbithexaacetate, fructose pentaacetate, p-nitrobenzaldehyde diacetate, isopropenyl acetate, acetylacetahydroxamic acid and acetylsalicylic acid. Other examples are phenol esters and alpha-chlorinated lower aliphatic carboxylic acid substituted phenolic compounds such as chloroacetylphenol and chloroacetylsalicylic acid as disclosed in US-A-3,130,165.

4) Carboxylic acid esters of the formula AcL wherein Ac is an acyl group derived from an organic carboxylic acid containing an optionally substituted linear or branched C 6-20 alkyl or alkenyl group or a C 6-20 alkyl substituted aryl group; and L is a leaving group; the conjugated acid has a ρΚ of from 4 to 13, such as oxybenzenesulfonate or oxybenzoate. Preferred compounds of this type include:

a) Ac is a group of the formula R ₃ -CO and R ₃ is a linear or branched alkyl group having from 6 to 20 carbon atoms, preferably from 6 to 12 carbon atoms and more preferably from 7 to 9 carbon atoms and having the longest alkyl chain attached to the carbonyl group. together with the carbon atom of the carbonyl group contain from 5 to 18 carbon atoms, preferably from 5 to 10 carbon atoms, and R _{3 is} optionally substituted (preferably in the alpha position with respect to the carbonyl group) by chlorine or bromine or OCH ₃ or OC ₂ H ₅ . Examples of this group include: sodium 3,5,5-trimethylhexanoyloxybenzenesulfonate, sodium 3,5,5-trimethylhexanoyloxybenzoate, sodium 2-ethylhexanoyloxy benzenesulfonate, sodium nonanoyloxybenzene sulfonate and sodium octanoyloxybenzene sulfonate; the acyloxy group is preferably in the p position in each compound.

b) Ac is R ₃ (AO) _m XA and R ₃ is a linear or branched alkyl or alkylaryl group containing from 6 to 20 carbon atoms in the alkyl group, preferably from 6 to 15 carbon atoms; R _{3 is} optionally substituted with chloro or bromo or OCH ₃ or OC ₂ H ₅ ; AO is oxyethylene or oxypropylene; m is from 0 to 100; X is O or NR 4 or CO-NR; and A is CO, CO-CO, R ₆ -CO-, CO-Re-CO or CO-NR ₄ -R ₆ -CO-, R 1 is C 1 -C 4 alkyl; and _R6 is alkylene or alkenylene of 1 to 8 carbon atoms, alkenylene, arylene or alkarylene. Bleach activator compounds of this type include carboxylic acid derivatives of formula R ₃ (AO) _m OCOL, succinic derivatives of formula R ₃ OCO (CH ₂ ) ₂ COL, glycollic acid derivatives of R ₃ OCH ₂ COL, R ₃ OCH ₂ CH ₂ COL hydroxypropionic acid derivatives R ₃ OCOCOL oxalic formula _R3 OCOCH = CHCOL maleic and fumaric acid derivatives of the formula R ₃ CONRj _{(CH2) 6} COL, acyl aminocaproic acid derivatives of the general formula R ₃ COL general CONRjCH ₂ acyl glycine derivatives, and R ₃ N (R) CO _(CH2) 4COL amino-6-oxo-caproic acid derivatives of the formula in which formula m is preferably 0-10; and R ₃ is when m is 0, C 6 -C 12 alkyl, and when m is not 0.9-C 15 alkyl. The leaving group L has the same meaning as defined above.

5) Acyl cyanurates, such as triacetyl or tribenzoyl cyanurates, as disclosed in U.S. Patent 3,332,882.

6) Optionally substituted benzoic or phthalic anhydrides such as benzoic anhydride, m-chlorobenzoic anhydride and phthalic anhydride.

Of the above, organic peracid precursors of types le) and 4a) are preferred.

The peroxyacid bleach precursor, if present, is preferably present in an amount of 0.1 to 10% by weight, more preferably 0.5 to 5% by weight, based on the total weight of the composition, and is generally added to the composition as a bleaching precursor agglomerate.

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Preferably, the bleach precursor useful in the composition of the present invention comprises a binder or an agglomerating agent in an amount of 5 to 40% by weight, more preferably 10 to 30% by weight. Suitable agglomerating agents include polyvinylpyrrolidone, polyoxyethylene having a molecular weight of from 20,000 to 500,000, polyethylene glycols having a molecular weight of from 1000 to 50,000, and from 4,000 to 20,000. Carbowax, molecular weight up to 000, nonionic surfactants, sodium carboxymethylcellulose, gelatin, fatty alcohols, phosphates and polyphosphates, clays, aluminum silicates and polymeric polycarboxylates. Of the above, polyethylene glycols are particularly preferred, especially those having a molecular weight of 1000-30,000, preferably 2,000-10,000.

Bleaching precursors having from 10 to 75% by weight, preferably from 20 to 60% by weight of peroxyacid bleaching precursor, from 5 to 60% by weight, preferably from 5 to 50% by weight and more preferably from 10 to 40% by weight, are preferred for optimal dissolution and pH characteristics. They contain from 1% by weight (hydrogen) carbonate / acid effervescent couple, from 0 to 20% by weight of peroxyborate and from 5 to 40% by weight, preferably 10 to 30% by weight of agglomerating agent.

The average particle size of the finished bleach precursor is desirably from 500 to 1500, preferably from 500 to 1000, for optimum dissolution and aesthetic properties. The bleach precursor is present in an amount of 1 to 20% by weight, preferably 5 to 15% by weight, based on the composition.

The dentifrice according to the present invention may be in the form of a paste, liquid, tablet, granulate or powder, however, in the form of tablets. Tablet formulations may be single or multilayer tablets.

The dentifrices of the present invention may also contain other components commonly used in such formulations, which may include, for example, surfactants, chelating agents, enzymes, flavoring agents, physiological coolants, antibacterial compounds, colorants, sweeteners, tablet binders and fillers, e.g. dimethyl polysiloxanes, foam stabilizers such as fatty acid sugar esters, preservatives, lubricants such as talc, magnesium stearate and fine amorphous pyrogenic silicates. The finished composition preferably has a free moisture content of less than 1% by weight, in particular less than 0.5% by weight.

Suitable binders and fillers for use in the compositions of the present invention include polyvinylpyrrolidone, polyoxyethylene having a molecular weight of 20,000-500,000, polyethylene glycols having a molecular weight of 1,000-50,000, Carbowax, a nonionic surfactant, having a molecular weight of 4,000-20,000. materials, fatty acids, sodium carboxymethylcellulose, gelatin, fatty alcohols, clays, polymeric polycarboxylates, sodium carbonate, calcium carbonate, calcium hydroxide, magnesium oxide, magnesium hydroxide carbonate, sodium sulfate, , cellulose ethers, cellulose esters, polyvinyl alcohol, alginic acid esters and pseudocolloidal vegetable fats. Of the above, polyethylene glycols are very preferred, especially those having a molecular weight of 1000-30,000, preferably 12,000-30,000.

The surfactants used in the denture cleaning agents of the present invention can be selected from a variety of commercially available materials that are compatible with the other ingredients of the denture cleaning agent, both dry and in solution. Such materials are believed to enhance the effect of the other ingredients of the formulation by facilitating their penetration into the interdermal surface and also by assisting in the removal of food residue adhering to the tooth. The dry powder or granular anionic surfactant associated with the composition may be, for example, sodium lauryl sulfate, sodium N-lauroyl sarcosinate, sodium lauryl sulfoacetate or dioctyl sodium sulfosuccinate or ricinoleyl sodium sulfo. succinate in an amount of 0.1-5% by weight, preferably 0.5-4% by weight of the composition.

Suitable cationic, nonionic and ampholytic surfactants include, for example, quaternary ammonium compounds such as cetyltrimethylammonium bromide, alkylene oxide condensation products such as ethylene or propylene oxide with fatty alcohols, phenols, fatty amines or alkoxy fatty acid alkanols. , fatty acid alkanolamines per se, esters of C 8 -C 22 long-chain fatty acids with polyalcohols or sugars, such as glycerol monostearate or saccharomonolaurate or sorbitol polyoxyethylene mono- or distearyl, betaines, amino-carboxylic acids.

Preferably, the chelating agents promote the cleaning and bleaching effect by keeping metal ions such as calcium, magnesium and heavy metal ions in solution. Suitable chelating agents include sodium tripolyphosphate, sodium hydrogen pyrophosphate, tetrasodium pyrophosphate, aminopolycarboxylate such as nitrilotriacetic acid and ethylenediaminetetraacetic acid and their salts, and polyphosphonates and amino polyphosphates, e.g. diphosphonic acid and ethylenediaminetetramethylene phosphonic acid, diethylene triamine pentamethylene phosphonic acid and their salts. The chelating agent used is not critical, but must be compatible with the other components of the denture cleanser both in dry condition and in aqueous solution. The chelating agent is preferably present in an amount of from 0.1 to 60% by weight, and preferably from 0.5 to 30% by weight. However, the phosphonic acid chelating agent is preferably used in an amount of 0.1 to 1% by weight and more preferably 0.1 to 0.5% by weight of the composition.

Suitable enzymes for use in the compositions of the present invention include proteases, alkalases, amylases, lipases, dextranases, mutanases and glucanases.

The following examples are intended to illustrate the invention in more detail.

1-5. examples

The following examples illustrate representative denture cleansing tablets of the present invention.

HU 220 794 Bl

The percentages refer to the granular components per total weight of the tablet in a press. The tablets are prepared by compressing the rock at a pressure of 10 ⁵ kPa.

Ingredients Examples First Second Third 4th 5th (crowd%) Malic acid 12 10 15 - 14 Citric acid - 10 - 15 - Sodium carbonate 10 8 10 6 10 sulphamic 5 - - 3 3 PEG 20,000 - 3 7 8 5 PVP 40,000 6 3 - - - Sodium bicarbonate 22 25.2 25 13.9 23 Sodium perborate monohydrate 15 12 16 30 15 Potassium monopersulfate 15 18 13 - 14 Pyrogenic silica - 0.3 0.1 p, l - talc 2 - - - - EDTA - - 1 - 3 EDTMP ¹ 1 - - 1 - Flavoring ⁵ 2 1 2 1 2 Abil EM90 ⁴ 1 1.5 5 10 1 Bleaching precursor agglomerate 9 8 10 12 10

Bleaching precursor agglomerate: 1 2 3 4 5 TAED ² 2 - 4 5 2.5 TMHOS ³ 2 3 - - - sulphamic 2 2 2 2 3.5 Sodium bicarbonate 0.5 0.2 0.2 0.5 2 PEG 6000 2.5 2 2.4 2.5 1.5 coloring - 0.8 1.42 0.5

¹ Ethylenediaminetetramethylcnphosphonic acid ² Tetraacetyl ethylenediamine ³ Sodium 3,5,5-trimethylhexanoyloxybenzenesulfonate 'Cetyldimethicone copolyol ⁵ Peppermint based flavoring

1-5 above. Each of the tablets described in Examples 1 to 4 has a total weight of 3 g and a diameter of 25 mm.

1-5 above. The dentifrice cleaners of Examples 1 to 4 show an improved anti-plaque effect, excellent cleaning and anti-bacterial action, adhesion and other beneficial physical and utility effects.

6-8. examples:

The following examples are representative of the toothpaste / denture cleansing creams of the present invention. The percentages are based on the total weight of the composition.

Ingredients Examples 6th 7th 8th (crowd%) Calcium carbonate 20 25 15 Glycerol 10 12 8 Sodium CMC 3.5 3 4 Titanium oxide 0.7 0.5 0.6

HU 220 794 Bl

Table (continued)

Ingredients Examples 6th 7th 8th (crowd%) Methyl / propyl parabens 0.1 0.1 0.1 Sodium saccharin 0.3 0.4 0.2 Flavoring ⁵ 1 1 2 Abil EM90 ⁴ 1 1.5 0.5 triclosan - 0.5 - Water supplement to 100

6-8 above. Examples 1 to 4, toothpastes / dentifrices have an improved anti-plaque, anti-taste and anti-bacterial effect and excellent cleaning effect.

Claims (8)

An oral care composition comprising toothpaste, toothpaste, liquid dentifrice, mouthwash, denture cleanser, chewing gum or lozenge, and one or more oral care ingredients comprising abrasive, binder, wetting agent, surfactant, fluoride ion source, antifungal agent and / or sweetener characterized in that the composition contains from 0.01% to 25% by weight of an alkyl or alkoxydimethicone copolyol of formula (I); in the formula: X is hydrogen, C 1 -C 16 alkyl, alkoxy or acyl; Y is C 8 -C 22 alkyl or alkoxy; n is from 0 to 200; m is 1-40; q is from 1 to 100; a - (C 2 H ₄ O-) _x (C ₃ H ₆ O-) group yX molecular weight 50-2000; and x and y are such that the weight ratio of the oxyethylene / oxypropylene groups is (100: 0) to (0: 100). The composition of claim 1, wherein the dimethicone copolyol is a C 12 -C 20 alkyldimethicone copolyol or a mixture thereof. Composition according to claim 1 or 2, characterized in that the dimethicone copolyol is cetyldimethicone copolyol. 4. Composition according to any one of claims 1 to 3, characterized in that it contains from 0.1 to 5% by weight of dimethicone copolyol. 5. Composition according to any one of claims 1 to 3, characterized in that it contains 10 to 70% by weight of a tooth-grinding material consisting of silicon oxide, alumina, aluminosilicate, magnesium and zirconium silicate, calcium ortho-, pyro-, meta- and polyphosphate. , calcium and magnesium carbonate, insoluble metaphosphate or thermosetting polymeric resin. 6. A composition according to any one of claims 1 to 6, characterized in that the composition contains from 50 to 3500 ppm by weight of fluoride ion source. 7. Composition according to any one of claims 1 to 3, characterized in that it contains from 0.1 to 1% by weight of a binder. 8. Use of a composition according to any one of claims 1 to 6 as a denture cleaning agent.